Diethyl Ether → 4-(1-(4-Fluorophenyl)-2-{4-[4-(2-methoxynaphthalen-1-yl)butyl]piperazin-1-yl}-2-oxoethyl)piperidine dihydrochloride

HRID 497339Notes

Reaction equation

HRID 497339 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]([C:39]2[CH:44]=[CH:43][C:42]([F:45])=[CH:41][CH:40]=2)[C:15]([N:17]2[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][CH2:25][CH2:26][C:27]3[C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[CH:30]=[CH:29][C:28]=3[O:37][CH3:38])[CH2:19][CH2:18]2)=[O:16])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:46].O1CCOCC1.CCOCC>CO>[ClH:46].[ClH:46].[F:45][C:42]1[CH:43]=[CH:44][C:39]([CH:14]([CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[C:15]([N:17]2[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][CH2:25][CH2:26][C:27]3[C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[CH:30]=[CH:29][C:28]=3[O:37][CH3:38])[CH2:19][CH2:18]2)=[O:16])=[CH:40][CH:41]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 204431481,4-Dioxane hydrochlorideHCID 223186381-t-Butoxycarbonyl-4-(1-(4-fluorophenyl)-2-{4-[4-(2-methoxynaphthalen-1-yl)butyl]piperazin-1-yl}-2-oxoethyl)piperidine

Product 1

HCID 223186484-(1-(4-Fluorophenyl)-2-{4-[4-(2-methoxynaphthalen-1-yl)butyl]piperazin-1-yl}-2-oxoethyl)piperidine dihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.1 g of 1-t-Butoxycarbonyl-4-(1-(4-fluorophenyl)-2-{4-[4-(2-methoxynaphthalen-1-yl)butyl]piperazin-1-yl}-2-oxoethyl)piperidine was dissolved in 10 ml of methanol, and 10 ml of 4M hydrogen chloride/1,4-dioxane solution was added, followed by stirring at room temperature for 2 hours. After concentration of the reaction solution under reduced pressure, to the residue was added ether, followed by stirring at room temperature. The precipitated crystals were filtered and washed with ether to give 1.7 g of 4-(1-(4-fluorophenyl)-2-{4-[4-(2-methoxynaphthalen-1-yl)butyl]piperazin-1-yl}-2-oxoethyl)piperidine dihydrochloride.

Workup

  1. stirringby stirring at room temperature
  2. filtrationThe precipitated crystals were filtered
  3. washwashed with ether

Sources & evidence

ORD record
ord-05b3a696731e408b9b3f125595218435
Source dataset
uspto-grants-2005_09
Patent number
US06949552B2

Reaction notes

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